Stockbridge Travel Guide
Tourist Guide
Visit Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
The price is £169 per night from 8 Nov to 9 Nov
£169
8 Nov - 9 Nov
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, free parking and 3 restaurants. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,001 reviews)
"Like that it stays original . But some updates are necessary."
Reviewed on 30 Oct 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is £345 per night from 14 Nov to 15 Nov
£345
14 Nov - 15 Nov
includes taxes & fees
Stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Tanglewood Music Center and Chesterwood are located ...
Hawthorne House
Lenox MA
Stay at this holiday home in Stockbridge. Enjoy laundry facilities and air conditioning. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...
10/10 Exceptional! (3 reviews)
"We found this home to be clean, comfortable, and an excellent location to explore the Berkshires. The host was beyond helpful and accommodating. The home is cozy and well appointed. It was just my husband, myself and a friend so the separate living area downstairs afforded her extra privacy. We would ..."
Reviewed on 6 Oct 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hawthorne House
Lenox MA
Stay at this holiday home in Stockbridge. Enjoy laundry facilities and air conditioning. Popular attractions Tanglewood Music Center and Frelinghuysen Morris ...
10/10 Exceptional! (3 reviews)
"We found this home to be clean, comfortable, and an excellent location to explore the Berkshires. The host was beyond helpful and accommodating. The home is cozy and well appointed. It was just my husband, myself and a friend so the separate living area downstairs afforded her extra privacy. We would ..."
Reviewed on 6 Oct 2026
Historic Stockbridge Villa on 25 acres
Stockbridge MA
Stay at this family-friendly villa in Stockbridge. Enjoy free Wi-Fi, private pools and a sauna. Popular attractions Tanglewood Music Center and Lenox Arts Center ...
10/10 Exceptional! (22 reviews)
"Our extended family (multiple couples, one 91 year old and 2 toddlers) spent a long weekend here for a family wedding in Lenox. The property was perfect- lots of bedrooms and bathrooms, generously sized gathering places, beautiful porches, well-equiped kitchen, and plenty of musical instruments for ..."
Reviewed on 4 Oct 2026
Classic Stockbridge Cottage
Stockbridge MA
Stay at this holiday home in Stockbridge. Enjoy a garden, laundry facilities and patios. Popular attractions Tanglewood Music Center and Chesterwood are located ...
10/10 Exceptional! (22 reviews)
"We thoroughly enjoyed our stay at this property. It was comfortable, clean and exactly liked the photos showed.Would definitely stay again."
Reviewed on 24 Sept 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Stockbridge attractions
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